Synthesis and properties of bis(pyrazino[2′,3′:4,5]imidazole)-fused 1,2,5,6-tetrahydro-1,4,5,8,9,10-hexaazaanthracenes: a new fluorescent nitrogen-rich heterocycle

被引:10
|
作者
Hachiya, Sojiro [1 ]
Hashizume, Daisuke [2 ]
Maki, Shojiro [1 ]
Niwa, Haruki [1 ]
Hirano, Takashi [1 ]
机构
[1] Univ Electrocommun, Dept Appl Phys & Chem, Tokyo 1828585, Japan
[2] RIKEN, Adv Technol Support Div, Wako, Saitama 3510198, Japan
基金
日本科学技术振兴机构;
关键词
PALLADIUM-CATALYZED AMINATION; AUTO-TANDEM CATALYSIS; LIGHT-EMITTING MOIETY; ARYL HALIDES; CYPRIDINA BIOLUMINESCENCE; AZA ANALOGS; BODIPY DYES; C-N; LUCIFERIN; BENZO;
D O I
10.1016/j.tetlet.2010.01.015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitrogen-rich heterocycles, bis(pyrazino[2',3':4,5]imidazole)-fused 1,2,5,6-tetrahydro-1,4,5,8,9,10-hexaazaanthracenes (BPI-HAAs) were prepared by conventional Pd(OAc)(2)/BINAP-catalyzed C-N coupling reactions of 5-aryl-3-bromoaminopyrazines. The BPI-HAA core is a planar structure with aromaticity, and this heterocycle exhibits red fluorescence and moderate electron-accepting characteristics. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1401 / 1403
页数:3
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